Glycine methyl ester hydrochloride → HCID 13364783, compound

HRID 2231865Notes

Reaction equation

HRID 2231865 reaction equation
[C:1]1(=[O:19])[N:5]([CH2:6][C:7](=O)[CH2:8][CH2:9][C:10](=O)[CH3:11])[C:4](=[O:14])[C:3]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:2]12.Cl.[CH3:21][O:22][C:23](=[O:26])[CH2:24][NH2:25].C([O-])(=O)C.[Na+]>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>[CH3:21][O:22][C:23]([CH2:24][N:25]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]1[CH2:6][N:5]1[C:4](=[O:14])[C:3]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:2]2[C:1]1=[O:19])=[O:26]

Participants

5

Reactant 3

HCID 122755Glycine methyl ester hydrochlorideHCID 517045Sodium AcetateHCID 123484512-(2,5-Dioxohexyl)-1H-isoindole-1,3(2H)-dione

Product 1

HCID 13364783HCID 13364783, compound

Reagents, catalysts & solvents 1

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterSolvent

Procedure

18.1 g (0.07 mol) of 6-phthalimido-2,5-hexanedione, 10.0 g (0.08 mol) of glycine methyl ester hydrochloride and 6.6 g (0.08 mol) of sodium acetate are stirred in 300 ml of acetic at 80° C. for 3 hours. After the mixture has been concentrated, the residue is taken up in aqueous sodium bicarbonate solution, the mixture is extracted with methylene chloride, the extract is dried and concentrated and the residue is recrystallised from methanol.

Workup

  1. concentrationAfter the mixture has been concentrated
  2. extractionthe mixture is extracted with methylene chloride
  3. customthe extract is dried
  4. concentrationconcentrated
  5. customthe residue is recrystallised from methanol

Sources & evidence

ORD record
ord-5c8770f5dc90416d84e3256928d6ac13
Source dataset
uspto-grants-1988_11
Patent number
US04785010

Reaction notes

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